U.S. patent application number 15/109897 was filed with the patent office on 2016-11-10 for herbicidal mixtures comprising imazethapyr, imazamox and fomesafen, sulfentrazone or bentazone.
The applicant listed for this patent is BASF AGROCHEMICAL PRODUCTS B.V.. Invention is credited to Edson BEGLIOMINI, Abhishek BEOHAR, Ajay CHANDOLA, Satish GANIGER, Sudhakar KANDRU, Yogesh OTURKAR, Yogendra RATHORE, Nilanjan SANYAL, Cyrill ZAGAR.
Application Number | 20160324154 15/109897 |
Document ID | / |
Family ID | 50070468 |
Filed Date | 2016-11-10 |
United States Patent
Application |
20160324154 |
Kind Code |
A1 |
ZAGAR; Cyrill ; et
al. |
November 10, 2016 |
Herbicidal mixtures comprising imazethapyr, imazamox and fomesafen,
sulfentrazone or bentazone
Abstract
The present invention relates to ternary herbicidally active
compositions, which comprise a)
5-ethyl-2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]nicotinic
acid (common name: imazethapyr) and
2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-5-methoxymethylnico-
tinic acid (common name: imazamox) and b) at least one herbicide
selected from the group consisting of
5-(2-chloro-.alpha.,.alpha.,.alpha.-trifluoro-p-tolyloxy)-N-mesyl-2-nitro-
benzamide (common name: fomesafen),
2',4'-dichloro-5'-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-t-
riazol-1-yl)methanesulfonanilide (common name: sulfentrazone) and
3-isopropyl-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide (common
name: bentazone).
Inventors: |
ZAGAR; Cyrill; (Raleigh,
NC) ; BEGLIOMINI; Edson; (Singapore, SG) ;
BEOHAR; Abhishek; (Jabalpur, IN) ; CHANDOLA;
Ajay; (Kotdwara, IN) ; GANIGER; Satish;
(Singapore, SG) ; KANDRU; Sudhakar; (Neustadt,
DE) ; OTURKAR; Yogesh; (Mumbai, IN) ; RATHORE;
Yogendra; (Indore, IN) ; SANYAL; Nilanjan;
(Kolkata, IN) |
|
Applicant: |
Name |
City |
State |
Country |
Type |
BASF AGROCHEMICAL PRODUCTS B.V. |
Arnhem |
|
NL |
|
|
Family ID: |
50070468 |
Appl. No.: |
15/109897 |
Filed: |
January 5, 2015 |
PCT Filed: |
January 5, 2015 |
PCT NO: |
PCT/EP2015/050058 |
371 Date: |
July 6, 2016 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
|
61924729 |
Jan 8, 2014 |
|
|
|
Current U.S.
Class: |
1/1 |
Current CPC
Class: |
A01N 43/653 20130101;
A01N 43/88 20130101; A01N 25/08 20130101; A01N 43/50 20130101; A01N
41/02 20130101; A01N 41/06 20130101; A01N 25/02 20130101; A01N
43/50 20130101; A01N 41/06 20130101; A01N 43/653 20130101; A01N
43/88 20130101 |
International
Class: |
A01N 43/50 20060101
A01N043/50; A01N 25/08 20060101 A01N025/08; A01N 43/88 20060101
A01N043/88; A01N 25/02 20060101 A01N025/02; A01N 41/02 20060101
A01N041/02; A01N 43/653 20060101 A01N043/653 |
Foreign Application Data
Date |
Code |
Application Number |
Feb 11, 2014 |
EP |
14154658.0 |
Claims
1-15. (canceled)
16. Herbicidal compositions comprising: a) a herbicide A, which is
the combination of imazethapyr, or agriculturally acceptable salts
thereof and imazamox, or agriculturally acceptable salts thereof,
and b) at least one herbicide B selected from the group consisting
of b1: fomesafen, or agriculturally acceptable salts thereof, b2:
sulfentrazone, or agriculturally acceptable salts thereof, and b3:
bentazone, or agriculturally acceptable salt thereof.
17. The composition of claim 16, wherein the relative amount of
imazethapyr to imazamox and herbicide B is in synergistically
effective amounts.
18. The composition of claim 16, wherein the relative amount of the
herbicide A to the herbicide B is from 20:1 to 1:100.
19. The composition of claim 18, wherein the at least one herbicide
B is fomesafen, or agriculturally acceptable salts thereof.
20. The composition of claim 18, wherein the at least one herbicide
B is sulfentrazone, or agriculturally acceptable salts thereof.
21. The composition of claim 18, wherein the at least one herbicide
B is bentazone, or agriculturally acceptable salt thereof.
22. A method for controlling undesirable vegetation, which
comprises allowing the composition of claim 16 to act on plants to
be controlled or their habitat.
23. The method of claim 22, wherein the undesirable vegetation is
monocotyledonous and/or dicotyledonous weeds.
24. The method of claim 22, wherein the undesirable vegetation are
weeds selected from the group consisting of Acalypha spec.,
Commelina spec., Dinebra spec., Cynotis spec., Parthenium spec.,
Physalis spec., Digera spec., Phalaris spec, Leptochloa spec,
Echinochloa spec., Setaria spec., Digitaria spec., Panicum spec.,
Brachiaria spec. Ambrosia spec., Geranium spec. Abutilon spec.,
Sesbania spec., Conyza spec., Convolvulus spec. and Polygonum
spec.
25. The method of claim 22, wherein the undesirable vegetation to
be controlled is in crop plants.
26. The method of claim 25, wherein the crop plants are leguminous
crops.
27. The method of claim 26, wherein the crop plants are leguminous
crops selected from soybean, green gram, black gram, peas, cluster
beans, pulse crops, peanut.
28. The method of claim 27, wherein the crop plant is soybean.
29. The method of claim 28, wherein the crop plants are tolerant to
acetohydroxyacid synthase inhibiting herbicides.
30. The method of claim 29, wherein the crop plants tolerant to
acetohydroxyacid synthase inhibiting herbicides are wheat, barley,
canola, corn, lentils, oilseed rape, rice, soybean or
sunflower.
31. A method for controlling undesired vegetation which comprises
applying a herbicide A, which is the combination of imazethapyr, or
agriculturally acceptable salts thereof and imazamox, or
agriculturally acceptable salts thereof, and a herbicide B, which
is b1. fomesafen, or agriculturally acceptable salts thereof, b2.
sulfentrazone, or agriculturally acceptable salts thereof, and/or
b3. bentazone, or agriculturally acceptable salt thereof, before,
during and/or after the emergence of the undesirable plants; the
herbicide A and the herbicide B being applied simultaneously or in
succession.
32. The method of claim 31, wherein the undesirable vegetation are
weeds selected from the group consisting of Acalypha spec.,
Commelina spec., Dinebra spec., Cynotis spec., Parthenium spec.,
Physalis spec., Digera spec., Phalaris spec, Leptochloa spec,
Echinochloa spec., Setaria spec., Digitaria spec., Panicum spec.,
Brachiaria spec. Ambrosia spec., Geranium spec. Abutilon spec.,
Sesbania spec., Conyza spec., Convolvulus spec. and Polygonum
spec.
33. The method of claim 32, wherein the relative amount of
imazethapyr to imazamox and herbicide B is in synergistically
effective amounts.
34. The method of claim 32, wherein the relative amount of the
herbicide A to the herbicide B is from 20:1 to 1:100.
35. The method of claim 34, wherein the at least one herbicide B is
fomesafen, or agriculturally acceptable salts thereof.
36. The method of claim 34, wherein the at least one herbicide B is
sulfentrazone, or agriculturally acceptable salts thereof.
37. The method of claim 34, wherein the at least one herbicide B is
bentazone, or agriculturally acceptable salt thereof.
38. An herbicide formulation comprising a composition claim 16 and
at least one solid or liquid carrier.
Description
FIELD OF THE INVENTION
[0001] The present invention relates to ternary herbicidally active
compositions, which comprise a)
5-ethyl-2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]nicotinic
acid (common name: imazethapyr) and
2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-5-methoxymethylnico-
tinic acid (common name: imazamox) and
[0002] b) at least one herbicide selected from the group consisting
of
5-(2-chloro-.alpha.,.alpha.,.alpha.-trifluoro-p-tolyloxy)-N-mesyl-2-nitro-
benzamide (common name: fomesafen),
2',4'-dichloro-5'-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-t-
riazol-1-yl)methanesulfonanilide (common name: sulfentrazone) and
3-isopropyl-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide (common
name: bentazone).
BACKGROUND OF THE INVENTION
[0003] In crop protection, it is desirable in principle to increase
the specificity and the reliability of the action of active
compounds. In particular, it is desirable for the crop protection
product to control the harmful plants effectively and, at the same
time, to be tolerated by the useful plants in question.
[0004]
5-ethyl-2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]nicoti-
nic acid (common name: imazethapyr; formula I) is an active
compound from the group of imidazolinone herbicides, which are
known e.g. from Shaner, D. L., O'Conner, S. L, The Imidazolinone
Herbicides, CRC Press Inc., Boca Raton, Fla. 1991 and also from The
Compendium of Pesticide Common Names
http://www.alanwood.net/pesticides/.
##STR00001##
[0005]
2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-5-methoxymeth-
ylnicotinic acid (common name: imazamox; formula II) is an active
compound from the group of imidazolinone herbicides, which are
known e.g. from Shaner, D. L. O'Conner, S. L The Imidazolinone
Herbicides, CRC Press Inc., Boca Raton, Fla. 1991 and also from The
Compendium of Pesticide Common Names
http://www.alanwood.net/pesticides/.
##STR00002##
[0006]
5-(2-chloro-.alpha.,.alpha.,.alpha.-trifluoro-p-tolyloxy)-N-mesyl-2-
-nitrobenzamide (common name: fomesafen, formula III) is an active
compound that inhibits protoporphyrinogen IX oxidase (PPO).
##STR00003##
[0007]
2',4'-dichloro-5'-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1-
,2,4-triazol-1-yl)methanesulfonanilide (common name: sulfentrazone,
formula IV) is an active compound that inhibits protoporphyrinogen
IX oxidase (PPO).
##STR00004##
[0008] 3-isopropyl-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide
(common name: bentazone; formula V) is an active compound from the
group of thiadiazine herbicides.
##STR00005##
[0009] Herbicidal combinations of imazethapyr and imazamox are
known to be highly effective as pre- and post-emergence herbicides;
for example, such a combination is commercialized under the brand
name Odyssey.RTM.. Still, in some cases such combinations do not
provide a sufficient control of the relevant harmful plants and
their activity at low application rates is not always satisfactory.
Apart from that, their compatibility with certain dicotyledonous
crop plants such as soybean, peanuts or other pulse or leguminous
crops is not always satisfactory, i.e. in addition to the harmful
plants, the crop plants are also damaged to an extent which is not
acceptable.
[0010] Though it is in principle possible to spare crop plants by
lowering the application rates, the extent of the control of
harmful plants is naturally also reduced.
DETAILED DESCRIPTION OF THE INVENTION
[0011] It is an object of the present invention to provide
herbicidal compositions, which show enhanced herbicide action
against undesirable harmful plants, in particular against Acalypha
species such as Acalypha indica, Dinebra species such as Dinebra
Arabica, Cynotis spec. such as Cynotis axillaris, Parthenium spec.
such as Parthenium hysterophorus, Physalis spec. such as Physalis
minima, Digera spec. such as Digera arvensis, Alopecurus
myosuroides, Apera spicaventi, Ambrosia spec. such as Ambrosia
artemisilfolia, Conyza spec. such as Conyza canadensis, Convolvulus
spec. such as Convolvulus arvensis, Echinochloa spec. such as
Echinochloa colonum and Echinochloa crus-gali, Rottboellia
cochinchinensis, Digitaria spec. such as Digitaria sanguinalis,
Eleusine indica, Saccharum spontaneum, Cynodon dactylon, Euphorbia
hirta, Euphorbia geniculata, Commelina benghalensis, Commelina
communis, Celosia argentea, Xanthium strumarium, Papaver rhoeas,
Polygonum spec. such as Polygonum persicaria, Panicum spec. such as
Panicum mllaceum, Geranium spec. such as Geranium dissectum,
Brassica spec, Avena fatua, Bromus spec., Echinocloa spec.,
Leptochloa spec. such as Leptochloa fusca, Lolium spec., Phalaris
spec. such as Phalaris canariensis, Setaria spec. such as Setaria
faberi, Sesbania spec. such as Sesbania exaltata, Brachiaria spec.
such as Brachiaria decumbens, Amaranthus spec., Chenopodium spec.,
Abutilon spec. such as Abutilon theophrasti, Galium aparine,
Veronica spec., or Solanum spec. and/or to improve their
compatibility with crop plants, such as soybean, peanut, pea, bean,
lentil, green gram, black gram, cluster bean, fenugreek, other
pulse or leguminous crops, or crops which are tolerant to the
action of acetohydroxyacid synthase inhibiting herbicides, such as
for example Clearfield.RTM. wheat, Clearfield.RTM. barley,
Clearfield.RTM. corn, Clearfield.RTM. lentil, Clearfield.RTM.
oilseed rape or canola, Clearfield.RTM. rice, Cultivance.RTM.
soybean and/or Clearfield.RTM. sunflower. The composition should
also have a good pre-emergence herbicidal activity.
[0012] We consider this object to be achievable, by herbicidally
active compositions comprising [0013] a) the combination of
imazethapyr, agriculturally acceptable salts thereof and imazamox,
agriculturally acceptable salts thereof (collectively hereinafter
also referred to as herbicide A); and [0014] b) at least one
herbicide B selected from the group of fomesafen, agriculturally
acceptable salts thereof, sulfentrazone, agriculturally acceptable
salts thereof and bentazone and agriculturally acceptable salts
thereof.
[0015] The invention relates in particular to compositions in the
form of herbicidally active compositions as defined above.
[0016] The invention furthermore relates to the use of compositions
as defined herein for controlling undesirable vegetation in crops.
When using the compositions of the invention for this purpose the
herbicide A and the at least one herbicide B can be applied
simultaneously or in succession in crops, where undesirable
vegetation may occur.
[0017] The invention furthermore relates to the use of compositions
as defined herein for controlling undesirable vegetation in crops
which, by genetic engineering or by breeding, are tolerant to one
or more herbicides, e.g. acetohydroxyacid synthase inhibiting
herbicides such as imazethapyr, and/or pathogens such as
plant-pathogenous fungi, and/or to attack by insects; preferably
tolerant to one or more herbicides that act as acetohydroxyacid
synthase inhibitors.
[0018] The invention furthermore relates to a method for
controlling undesirable vegetation, which comprises applying an
herbicidal composition according to the present invention to the
undesirable plants. Application can be done before, during and/or
after, preferably during and/or after, the emergence of the
undesirable plants. The herbicide A and the at least one herbicide
B can be applied simultaneously or in succession.
[0019] The invention in particular relates to a method for
controlling undesirable vegetation in crops, which comprises
applying an herbicidal composition according to the present
invention in crops where undesirable vegetation occurs or might
occur.
[0020] The invention furthermore relates to a method for
controlling undesirable vegetation, which comprises allowing a
composition according to the present invention to act on plants,
their habitat or on seed.
[0021] In the methods of the present invention it is immaterial
whether the combination of herbicide A and the at least one
herbicide B are formulated and applied jointly or separately, and,
in the case of separate application, in which order the application
takes place. It is only necessary, that the combination of
herbicide A and the at least one herbicide B are applied in a time
frame, which allows simultaneous action of the active ingredients
on the plants.
[0022] In the methods of the present invention it is further
immaterial whether the components of herbicide A, i.e. imazethapyr
and imazamox and the at least one herbicide are formulated and
applied jointly or separately, and, in the case of separate
application, in which order the application takes place. It is only
necessary, that the components of herbicide A and the at least one
herbicide B are applied in a time frame, which allows simultaneous
action of the active ingredients on the plants.
[0023] The invention also relates to an herbicide formulation,
which comprises a herbicidally active composition as defined herein
and at least one carrier material, including liquid and/or solid
carrier materials.
[0024] It is believed that the compositions according to the
invention have better herbicidal activity against harmful plants
than would have been expected by the herbicidal activity of the
individual compounds. In other words, the joint action of the
imazethapyr+imazamox combination and the at least one herbicide B
results in an enhanced activity against harmful plants in the sense
of a synergy effect (synergism). For this reason, the compositions
can, based on the individual components, be used at lower
application rates to achieve a herbicidal effect comparable to the
individual components. The compositions of the invention also show
an accelerated action on harmful plants, i.e. damaging of the
harmful plants is achieved more quickly in comparison with
application of the individual herbicides. Moreover, the
compositions of the present invention provide good pre-emergence
herbicidal activity, i.e. the compositions are particularly useful
for combating/controlling harmful plants before their emergence.
Apart from that, the compositions of the present invention show
good crop compatibility, i.e. their use in crops leads to a reduced
damage of the crop plants.
[0025] As used herein, the terms "controlling" and "combating" are
synonyms.
[0026] As used herein, the terms "undesirable vegetation" and
"harmful plants" are synonyms.
[0027] Where reference is made to imazethapyr, this includes the
free base as well as agriculturally acceptable salts thereof.
[0028] Examples of agriculturally acceptable salts of imazethapyr
include alkaline or earth alkaline metals or ammonium or
organoammonium salts, for instance, sodium, potassium, ammonium and
isopropyl ammonium. Particularly preferred is imazethapyr ammonium
salt. Reference to a salt includes the anhydrous form as well as
hydrated forms thereof.
[0029] Where reference is made to imazamox, this includes the free
base as well as agriculturally acceptable salts thereof.
[0030] Examples of agriculturally acceptable salts of imazamox
include alkaline or earth alkaline metals or ammonium or
organoammonium salts, for instance, sodium, potassium, ammonium and
isopropyl ammonium. Particularly preferred is imazamox ammonium
salt. Reference to a salt includes the anhydrous form as well as
hydrated forms thereof.
[0031] Where reference is made to fomesafen, this includes the free
base as well as agriculturally acceptable salts thereof.
[0032] Examples of agriculturally acceptable salts of fomesafen
include alkaline or earth alkaline metals or ammonium or
organoammonium salts, for instance, sodium, potassium, ammonium and
isopropyl ammonium. Particularly preferred is fomesafen sodium
salt. Reference to a salt includes the anhydrous form as well as
hydrated forms thereof.
[0033] Where reference is made to sulfentranzone, this includes the
free base as well as agriculturally acceptable salts thereof.
[0034] Examples of agriculturally acceptable salts of
sulfentranzone include alkaline or earth alkaline metals or
ammonium or organoammonium salts, for instance, sodium, potassium,
ammonium and isopropyl ammonium. Reference to a salt includes the
anhydrous form as well as hydrated forms thereof.
[0035] Where reference is made to bentazone, this includes the free
base as well as agriculturally acceptable salts thereof.
[0036] Examples of agriculturally acceptable salts of bentazone
include alkaline or earth alkaline metals or ammonium or
organoammonium salts, for instance, lithium, sodium, potassium,
magnesium, calcium, ammonium, methylammonium, dimethylammonium,
methyltrioctylammonium and isopropyl ammonium as well as the
diethanolamine and choline salts. Particularly preferred is
bentazone sodium salt. Reference to a salt includes the anhydrous
form as well as hydrated forms thereof.
[0037] The compositions of the invention comprise the
imazethapyr+imazamox combination as a first component a).
[0038] As a second component b), the compositions of the invention
comprise at least one herbicide B which is selected from the at
least one herbicide B from the group of fomesafen, sulfentrazone or
bentazone. In one embodiment a herbicide B is present, in another
embodiment two herbicides B are present.
[0039] The herbicide B is selected from the group of fomesafen,
sulfentrazone or bentazone.
[0040] Imazethapyr may be present in the form of its racemate or in
the form of the pure R- or S-enantiomers (including salts as
defined above). Particularly preferred is the racemate and/or
R-imazethapyr.
[0041] Imazamox may be present in the form of its racemate or in
the form of the pure R- or S-enantiomer (including salts as defined
above). Particularly suitable is R-imazamox. Particularly preferred
is the racemate.
[0042] In one embodiment the imazethapyr/imazamox combination is
combined with fomesafen.
[0043] In another embodiment the imazethapyr/imazamox combination
is combined with sulfentrazone.
[0044] In a further embodiment the imazethapyr/imazamox combination
is combined with bentazone.
[0045] In the compositions of the present invention, imazethapyr
and imazamox are present in a weight ratio preferably in the range
from 100:1 to 1:100, in particular in the range from 5:1 to 1:5,
more preferably from 2:1 to 1:2 and even more preferably 1:1.
[0046] In the compositions of the present invention the relative
weight ratio of herbicide A to herbicide B is preferably in the
range from 20:1 to 1:100, in particular in the range from 10:1 to
1:40 and more preferably from 5:1 to 1:20. Accordingly, in the
methods and uses of the invention, herbicide A and the at least one
herbicide B are applied within these weight ratios.
[0047] In the composition comprising herbicide A and fomesafen the
relative weight ratio of herbicide A to fomesafen is preferably in
the range of 10:1 to 1:100, more preferably 5:1 to 1:20 and most
preferably 1:1 to 1:10.
[0048] In the composition comprising herbicide A and sulfentrazone
the relative weight ratio of herbicide A to sulfentrazone is
preferably in the range of 20:1 to 1:20, more preferably 10:1 to
1:10 and most preferably 5:1 to 1:5.
[0049] In the composition comprising herbicide A and bentazone the
relative weight ratio of herbicide A to bentazone is preferably in
the range of 10:1 to 1:100, more preferably 3:1 to 1:30 or 1:1 to
1:20 and most preferably 1:3 to 1:15.
[0050] The compositions of the invention may also comprise, as a
component c), one or more safeners. Safeners, also termed as
herbicide safeners are organic compounds which in some cases lead
to better crop plant compatibility when applied jointly with
specifically acting herbicides. Some safeners are themselves
herbicidally active. In these cases, the safeners act as antidote
or antagonist in the crop plants and thus reduce or even prevent
damage to the crop plants. However, in the compositions of the
present invention, safeners are generally not required. Therefore,
a preferred embodiment of the invention relates to compositions
which contain no safener or virtually no safener (i.e. less than 1%
by weight, based on the total amount of herbicide A and herbicide
B).
[0051] Suitable safeners, which can be used in the compositions
according to the present invention are known in the art, e.g. from
The Compendium of Pesticide Common Names
(http://www.alanwood.net/pesticides/); Farm Chemicals Handbook 2000
Vol. 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R.
R. Schmidt, Herbizide, Georg Thieme Verlag, Stuttgart 1995; W. H.
Ahrens, Herbicide Handbook, 7th Edition, Weed Science Society of
America, 1994; and K. K. Hatzios, Herbicide Handbook, Supplement to
7th Edition, Weed Science Society of America, 1998.
[0052] Safeners include benoxacor, cloquintocet, cyometrinil,
cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole,
fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, mefenpyr,
mephenate, naphthalic anhydride,
2,2,5-trimethyl-3-(dichloracetyl)-1,3-oxazolidine,
4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane and oxabetrinil, as
well as thereof agriculturally acceptable salts and, provided they
have a carboxyl group, their agriculturally acceptable derivatives.
2,2,5-Trimethyl-3-(dichloroacetyl)-1,3-oxazolidine [CAS No.
52836-31-4] is also known under the name
R-29148.4-(Dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane [CAS No.
71526-07-03] is also known under the names AD-67 and MON 4660.
[0053] As safener, the compositions according to the invention
particularly preferably comprise at least one of the compounds
selected from the group of benoxacor, cloquintocet, cyprosulfamide,
dichlormid, fenchlorazole, fenclorim, fluxofenim, furilazole,
isoxadifen, mefenpyr, naphthalic anhydride,
2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine, and
4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane and oxabetrinil; and
the agriculturally acceptable salt thereof and, in the case of
compounds having a COOH group, an agriculturally acceptable
derivative as defined below.
[0054] A preferred embodiment of the invention relates to
compositions which contain no safener or virtually no safener (i.e.
less than 1% by weight, based on the total amount of herbicide A
and the at least one herbicide B) is applied.
[0055] If the compounds of herbicidally active compounds mentioned
as herbicides B and safeners (see below) have functional groups,
which can be ionized, they can also be used in the form of their
agriculturally acceptable salts. In general, the salts of those
cations are suitable whose cations have no adverse effect on the
action of the active compounds ("agriculturally acceptable").
[0056] In general, the salts of those cations are suitable whose
cations have no adverse effect on the action of the active
compounds ("agriculturally acceptable"). Preferred cations are the
ions of the alkali metals, preferably of lithium, sodium and
potassium, of the alkaline earth metals, preferably of calcium and
magnesium, and of the transition metals, preferably of manganese,
copper, zinc and iron, furthermore ammonium and substituted
ammonium (hereinafter also termed as organoammonium) in which one
to four hydrogen atoms are replaced by C1-C4-alkyl,
hydroxy-C1-C4-alkyl, C1-C4-alkoxy-C1-C4-alkyl,
hydroxy-C1-C4-alkoxy-C1-C4-alkyl, phenyl or benzyl, preferably
ammonium, methylammonium, isopropylammonium, dimethylammonium,
diisopropylammonium, trimethylammonium, tetramethylammonium,
tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium,
2-(2-hydroxyethoxy)eth-1-ylammonium, di(2-hydroxyeth-1-yl)ammonium,
benzyltrimethylammonium, benzyltriethylammonium, furthermore
phosphonium ions, sulfonium ions, preferably
tri(C1-C4-alkyl)sulfonium such as trimethylsulfonium, and
sulfoxonium ions, preferably tri(C1-C4-alkyl)sulfoxonium.
[0057] In the compositions according to the invention, the
compounds that carry a carboxyl group can also be employed in the
form of agriculturally acceptable derivatives, for example as
amides such as mono- or di-C1-C6-alkylamides or arylamides, as
esters, for example as allyl esters, propargyl esters, C1-C10-alkyl
esters or alkoxyalkyl esters, and also as thioesters, for example
as C1-C10-alkyl thioesters. Preferred mono- and
di-C1-C6-alkylamides are the methyl- and the dimethylamides.
Preferred arylamides are, for example, the anilidines and the
2-chloroanilides. Preferred alkyl esters are, for example, the
methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl
(1-methylhexyl) or isooctyl (2-ethylhexyl) esters. Preferred
C1-C4-alkoxy-C1-C4-alkyl esters are the straight-chain or branched
C1-C4-alkoxyethyl esters, for example the methoxyethyl, ethoxyethyl
or butoxyethyl esters. An example of the straight-chain or branched
C1-C10-alkyl thioesters is the ethyl thioester. Preferred
derivatives are the esters.
[0058] The compositions of the present invention are suitable for
controlling a large number of harmful plants, including
monocotyledonous weeds, in particular annual weeds such as
gramineous weeds (grasses) including Echinochloa species such as
barnyardgrass (Echinochloa crusgalli var crus-galli) or Echinochloa
colonum, Leptochloa species such as Leptochloa fusca, Digitaria
species such as crabgrass (Digitaria sanguinalis), Setaria species
such as green foxtail (Setaria viridis) and giant foxtail (Setaria
faberii), Sorghum species such as johnsongrass (Sorghum halepense
Pers.), Avena species such as wild oats (Avena fatua), Cenchrus
species such as Cenchrus echinatus, Bromus species, Lolium species,
Phalaris species such as Phalaris canariensis, Eriochloa species,
Panicum species such as Panicum miliaceum, Brachiaria species such
as Brachiaria decumbens, annual bluegrass (Poa annua), blackgrass
(Alopecurus myosuroides), Aegilops cylindrica, Agropyron repens,
Apera spica-venti, Eleusine indica, Cynodon dactylon, Rottboellia
cochinchinensis, Dinebra arabica, Saccharum spontaneum, and the
like.
[0059] The compositions of the present invention are particularly
suitable for controlling the monocotyledonous weeds selected from
Echinochloa species such as barnyardgrass (Echinochloa crus-galli)
or Echinochloa colonum, Leptochloa species such as Leptochloa
fusca, Phalaris species such as Phalaris canariensis, Setaria
species such as green foxtail (Setaria viridis), Digitaria species
such as crabgrass (Digitaria sanguinalis), Panicum species such as
Panicum miliaceum and Brachiaria species such as Brachiaria
decumbens, Dinebra species such as Dinebra arabica
[0060] The compositions of the present invention are also suitable
for controlling a large number of dicotyledonous weeds, in
particular broad leaf weeds including Acalypha species such as
Acalypha indica, Polygonum species such as wild buckwheat
(Polygonum convolvolus) or Polygonum persicaria, Amaranthus species
such as pigweed (Amaranthus retroflexus) or (Amaranthus viridis),
Chenopodium species such as common lambsquarters (Chenopodium album
L.), Sida species such as prickly sida (Sida spinosa L.), Ambrosia
species such as common ragweed (Ambrosia artemisilfolia),
Acanthospermum species, Anthemis species, Atriplex species, Cirsium
species, Convolvulus species such as Convolvulus arvensis, Conyza
species such as Conyza canadensis, Cassia species, Commelina
species such as for example Commelina communis or Commelina
benghalensis, Datura species, Euphorbia species such as for example
Euphorbia hirta or Euphorbia geniculata, Geranium species such as
Geranium dissectum, Galinsoga species, morningglory (Ipomoea
species), Lamium species, Malva species, Matricaria species,
Sysimbrium species, Solanum species, Xanthium species such as for
example Xanthium strumiarium, Veronica species, Viola species,
common chickweed (Stellaria media), Abutilon species such as
velvetleaf (Abutilon theophrasti), Sespania species such as Hemp
sesbania (Sesbania exaltata Cory), Anoda cristata, Bidens pilosa,
Brassica kaber, Capsella bursa-pastoris, Centaurea cyanus,
Galeopsis tetrahit, Galium aparine, Helianthus annuus, Desmodium
tortuosum, Kochia scoparia, Mercurialis annua, Myosotis arvensis,
Papaver rhoeas, Raphanus raphanistrum, Salsola kali, Sinapis
arvensis, Sonchus arvensis, Thlaspi arvense, Tagetes minuta,
Richardia brasiliensis, Rumex crispus, Rumex obtusifolius,
Heracleaum sphondylium, Aethusa cynapium, Daucus carota, Equisetum
arvense, Parthenium hysterophorus, Celosia argentea, Cynotis spec.
such as Cynotis axillaris, Parthenium spec. such as Parthenium
hysterophorus, Physalis spec. such as Physalis minima, Digera spec.
such as Digera arvensis, and the like.
[0061] In particular, the compositions of the present invention are
suitable for controlling the dicotyledonous weeds selected from
Acalypha species such as Acalypha indica, Commelina species such as
Commelina benghalensis or Commelina communis, Ambrosia species such
as common ragweed (Ambrosia artemisilfolia), Geranium species such
as Geranium dissectum, Abutilon species such as velvetleaf
(Abutilon theophrasti), Sespania species such as Hemp sesbania
(Sesbania exaltata), Conyza species such as Conyza canadensis,
Convolvulus species such as Convolvulus arvensis, Polygonum species
such as Polygonum persicaria, Parthenium spec. such as Parthenium
hysterophorus, Physalis spec. such as Physalis minima, Digera spec.
such as Digera arvensis, Cynotis spec. such as Cynotis
axillaris.
[0062] The herbicidal composition comprising imazethapyr, imazamox
and bentazone is suitable for controlling Acalypha species such as
Acalypha indica, Commelina species such as Commelina benghalensis
or Commelina communis, Ambrosia spec. such as Ambrosia
artimisilfolia, Abutilon spec. such as Abutilon theophrasti,
Echinochloa spec. such as Echinochloa crus-gallli or Echinochloa
colonum, Setaria spec. such as Setaria faberi, Digitaria spec. such
as Digitaria sanguinalls, Conyza spec. such as Conyza canadensis,
Phalaris spec. such as Phalaris canariensis, Leptochloa spec, such
as Leptochloa fusca, Geranium spec. such as Geranium dissectum and
Sesbania species such as Sesbania exalta, Parthenium spec such as
Parthenium hysterophorus, Physalis spec. such as Physalis minima,
Digera spec. such as Digera arvensis, Cynotis spec. such as Cynotis
axillaris, Dinebra spec. such as Dinebra arabica.
[0063] The herbicidal composition comprising imazethapyr, imazamox
and bentazone is particularly suitable for controlling Acalypha
species such as Acalypha indica, Commelina species such as
Commelina benghalensis or Commelina communis, Echinochloa spec.
such as Echinochloa crus-galli or Echinochloa colonum, Phalaris
spec. such as Phalaris canariensis, Leptochloa spec, such as
Leptochloa fusca, Geranium spec. such as Geranium dissectum and
Sesbania species such as Sesbania exalta, Parthenium spec. such as
Parthenium hysterophorus, Physalis spec. such as Physalis minima,
Digera spec. such as Digera arvensis, Cynotis spec such as Cynotis
axillaris, Dinebra spec. such as Dinebra arabica.
[0064] The herbicidal composition comprising imazethapyr, imazamox
and fomesafen is particularly suitable for controlling Acalypha
species such as Acalypha indica, Commelina species such as
Commelina benghalensis or Commelina communis, Echinochloa spec.
such as Echinochloa crus-galli or Echinochloa colonum, Phalaris
spec. such as Phalaris canariensis, Leptochloa spec. such as
Leptochloa fusca, Ambrosia spec. such as Ambrosia artemisiifolia,
Geranium spec. such as Geranium dissectum, Sesbania spec. such as
Sesbania exaltata, Conyza spec. such as Conyza Canadensis,
convolvulus spec. such as Convolvulus arvensis and Polygonum spec.
such as Polygonum persicaria, Parthenium spec. such as Parthenium
hysterophorus, Physalis spec. such as Physalis minima, Digera spec.
such as Digera arvensis, Cynotis spec such as Cynotis axillaris,
Dinebra spec. such as Dinebra arabica.
[0065] The herbicidal composition comprising imazethapyr, imazamox
and sulfentrazone is particularly suitable for controlling Acalypha
species such as Acalypha indica, Commelina species such as
Commelina benghalensis or Commelina communis, Echinochloa spec.
such as Echinochloa crus-galli or Echinochloa colonum, Setaria
spec. such as Setaria faberi, Panicum spec. such as Panicum
mlliaceum, Phalaris spec. such as Phalaris canariensis, Leptochloa
spec. such as Leptochloa fusca, Geranium spec. such as Geranium
dissectum, Sesbania spec. such as Sesbania exaltata, Brachiaria
spec. such as Brachiaria decumbens, Polygonum spec. such as
Polygonum persicaria, Parthenium spec. such as Parthenium
hysterophorus, Physalis spec such as Physalis minima, Digera spec.
such as Digera arvensis, Cynotis spec. such as Cynotis axillaris,
Dinebra spec. such as Dinebra arabica.
[0066] The compositions of the invention are suitable for
controlling weeds selected from Acalypha spec., Commelina spec.,
Echinochloa spec., Phalaris spec, Leptochloa spec, Echinochloa
spec., Setaria spec., Digitaria spec., Panicum spec., Brachiaria
spec. Ambrosia spec., Geranium spec. Abutilon spec., Sesbania
spec., Conyza spec., Convolvulus spec. and Polygonum spec,
Parthenium spec., Physalis spec., Digera spec., Dinebra spec,
Cynotis spec
[0067] The compositions of the invention are particular suitable
for controlling weeds selected from Acalypha spec., Commelina
spec., Echinochloa spec., Phalaris spec, Leptochloa spec, Panicum
spec., Brachiaria spec. Ambrosia spec., Geranium spec. Sesbania
spec., Conyza spec., Convolvulus spec. and Polygonum spec.
Parthenium spec., Physalis spec., Digera spec., Dinebra spec,
Cynotis spec
[0068] The compositions of the present invention are in particular
useful against annual and perennial grasses and broad-leaved weeds
in post-emergence application.
[0069] The compositions of the present invention are also suitable
for controlling a large number of annual and perennial sedge weeds
including cyperus species such as purple nutsedge (Cyperus rotundus
L.), yellow nutsedge (Cyperus esculentus L.), hime-kugu (Cyperus
brevifolius H.), sedge weed (Cyperus microiria Steud), rice
flatsedge (Cyperus iria L.), and the like.
[0070] The compositions according to the present invention are
suitable for combat-ing/controlling common harmful plants in useful
plants (i.e. in crops). The compositions of the present invention
are generally suitable for combating/controlling undesired
vegetation in [0071] Legumes (Fabaceae), including e.g. soybeans
(Glycine max), peanuts (Arachis hypogaea) and pulse crops such as
peas including Pisum sativum, pigeon pea and cowpea, beans
including broad beans (Vicia faba), Vigna spp., and Phaseolus spp.
and lentils (lens culinaris var.). [0072] crops which are tolerant
to the action of acetohydroxyacid synthase inhibiting herbicides,
such as for example Clearfield.RTM. wheat, Clearfield.RTM. barley,
Clearfield.RTM. corn, Clearfield.RTM. lentil, Clearfield.RTM.
oilseed rape or canola, Clearfield.RTM. rice, Cultivance.RTM.
soybean and/or Clearfield.RTM. sunflower.
[0073] The compositions of the present invention are in particular
suitable for combat-ing/controlling undesired vegetation in
soybean, peanut, pea, bean, lentil, green gram, black gram, cluster
bean, fenugreek, other pulse or leguminous crops, or crops which
are tolerant to the action of acetohydroxyacid synthase inhibiting
herbicides, such as for example Clearfield.RTM. wheat,
Clearfield.RTM. barley, Clearfield.RTM. corn, Clearfield.RTM.
lentil, Clearfield.RTM. oilseed rape or canola, Clearfield.RTM.
rice, Cultivance.RTM. soybean and/or Clearfield.RTM. sunflower.
[0074] The compositions of the present invention are most suitable
for combating/controlling undesired vegetation in soybean, peanut,
pea, bean, lentil, green gram, black gram, cluster bean, fenugreek,
other pulse or leguminous crops, preferably soybean (Glycine
max).
[0075] If not stated otherwise, the compositions of the invention
are suitable for application in any variety of the aforementioned
crop plants.
[0076] The compositions according to the invention can also be used
in crop plants which are tolerant to one or more herbicides owing
to genetic engineering or breeding, which are resistant to one or
more pathogens such as plant pathogenous fungi to genetic
engineering or breeding, or which are resistant to attack by
insects owing to genetic engineering or breeding. Suitable are for
example pulse or leguminous crop plants, preferably soybean,
peanut, pea, bean, green gram, black gram, cluster bean, fenugreek,
or lentil which are tolerant to herbicidal AHAS inhibitors, such
as, for example imazethapyr, or pulse or leguminous crop plants,
preferably soybean, peanut, pea, bean, green gram, black gram,
cluster bean, fenugreek, or lentil which, owing to introduction of
the gene for Bt toxin by genetic modification, are resistant to
attack by certain insects. Most suitable are soybeans which are
tolerant to herbicidal AHAS inhibitors, such as, for example
imazethapyr or soybean plants which, owing to introduction of the
gene for Bt toxin by genetic modification, are resistant to attack
by certain insects.
[0077] The compositions of the present invention can be applied in
conventional manner by using techniques as skilled person is
familiar with. Suitable techniques include spraying, atomizing,
dusting, spreading or watering. The type of application depends on
the intended purpose in a well known manner; in any case, they
should ensure the finest possible distribution of the active
ingredients according to the invention.
[0078] The compositions can be applied pre- or post-emergence, i.e.
before, during and/or after emergence of the undesirable plants.
Preferably, the compositions are applied post-emergence, in
particular after the emergence of both the crop and the undesirable
plants. When the compositions are used in crops, they can be
applied after seeding and before or after the emergence of the crop
plants. The compositions invention can, however, also be applied
prior to seeding of the crop plants.
[0079] In any case the components of herbicide A and the at least
one herbicide B can be applied simultaneously or in succession.
[0080] The compositions are applied to the plants mainly by
spraying, in particular foliar spraying. Application can be carried
out by customary spraying techniques using, for example, water as
carrier and spray liquor rates of from about 10 to 2000 l/ha or 50
to 1000 l/ha (for example from 100 to 500 l/ha). Application of the
herbicidal compositions by the low-volume and the ultra-low-volume
method is possible, as is their application in the form of
microgranules.
[0081] In the case of a post-emergence treatment of the plants, the
herbicidal mixtures or compositions according to the invention are
preferably applied by foliar application. Application may be
effected, for example, by usual spraying techniques with water as
the carrier, using amounts of spray mixture of approx. 20 to 1000
l/ha.
[0082] The required application rate of the composition of the pure
active compounds, i.e. of herbicide A, herbicide B and optionally
safener depends on the density of the undesired vegetation, on the
development stage of the plants, on the climatic conditions of the
location where the composition is used and on the application
method. In general, the application rate of the composition (total
amount of herbicide A, herbicide B and optional further actives) is
from 1 to 5,000 g/ha, preferably from 5 to 1,500 g/ha of active
substance.
[0083] The required application rates of imazethapyr are generally
in the range from 1 g/ha to 200 g/ha and preferably in the range
from 5 g/ha to 150 g/ha or from 10 g/ha to 100 g/ha of active
substance.
[0084] The required application rates of imazamox are generally in
the range from 1 g/ha to 200 g/ha and preferably in the range from
5 g/ha to 150 g/ha or from 10 g/ha to 100 g/ha of active
substance.
[0085] The required application rates of the herbicide B (total
amount of herbicide B) are generally in the range from 1 g/ha to
5,000 g/ha and preferably in the range from 5 g/ha to 3,000 g/ha or
from 10 g/ha to 1,500 g/ha of active substance.
[0086] The required application rates of the safener, if applied,
are generally in the range from 1 g/ha to 2,000 g/ha and preferably
in the range from 2 g/ha to 2,000 g/ha or from 5 g/ha to 2,000 g/ha
of active substance.
[0087] The compositions of these embodiments are particularly
suitable for controlling mono- and dicotyledonous weeds and sedge
weeds, in particular Acalypha spec., Physalis spec., Digera spec.,
Aegilops Cylindrica, Agropyron repens, Alopecurus myosuroides,
Avena fatua, Brassica spec., Brachiaria spec., Bromus spec.,
Echinochloa spec. such as for example Echinochloa colonum, Lolium
spec., Phalaris spec., red rice, Setaria spec., Sorghum spec.,
Abuthilon theoprasti, Amarantus spec., Brassica kaber, Capsella
bursa-pastoris, Chenopodium spec., Cyperus spec., Euphorbia spec.
such as for example Euphorbia hirta or Euphorbia geniculata,
Geranium sepc., Ipomoea spec., Polygonum spec., Raphanus
raphanistrum, Sinapi arevensis, Sysimbrium spec., Thlaspi arvense,
Rottboellia cochinchinensis, Dinebra spec., Digitaria sanguinalis,
Eleusine indica, Saccharum spontaneum, Cynodon dactylon, Commelina
benghalensis, Commelina communis, Parthenium spec., Celosia
argentea, Cynotis spp and Xanthium strumarium.
[0088] The herbicidal composition comprising imazethapyr, imazamox
and bentazone is suitable for controlling Ambrosia spec. such as
Ambrosia artimisilfolia, Abutilon spec. such as Abutilon
theophrasti, Echinochloa spec. such as Echinochloa crus-galli,
Setaria spec. such as Setaria faberi, Digitaria spec. such as
Digitaria sanguinalis, Conyza spec. such as Conyza canadensis,
Phalaris spec. such as Phalaris canariensis, Leptochloa spec, such
as Leptochloa fusca, Geranium spec. such as Geranium dissectum and
Sesbania species such as Sesbania exalta.
[0089] The herbicidal composition comprising imazethapyr, imazamox
and bentazone is particularly suitable for controlling Phalaris
spec. such as Phalaris canariensis, Leptochloa spec, such as
Leptochloa fusca, Geranium spec. such as Geranium dissectum and
Sesbania species such as Sesbania exalta.
[0090] The herbicidal composition comprising imazethapyr, imazamox
and fomesafen is particularly suitable for controlling Phalaris
spec. such as Phalaris canariensis, Leptochloa spec. such as
Leptochloa fusca, Ambrosia spec. such as Ambrosia artemisiifolia,
Geranium spec. such as Geranium dissectum, Sesbania spec. such as
Sesbania exaltata, Conyza spec. such as Conyza Canadensis,
convolvulus spec. such as Convolvulus arvensis and Polygonum spec.
such as Polygonum persicaria.
[0091] The herbicidal composition comprising imazethapyr, imazamox
and sulfentrazone is particularly suitable for controlling Setaria
spec. such as Setaria faberi, Panicum spec. such as Panicum
miliaceum, Phalaris spec. such as Phalariscanariensis, Leptochloa
spec. such as Leptochloa fusca, Geranium spec. such as Geranium
dissectum, Sesbania spec. such as Sesbania exaltata, Brachiaria
spec. such as Brachiaria decumbens, Polygonum spec. such as
Polygonum persicaria.
[0092] The herbicidal composition comprising imazethapyr, imazamox
and sulfentrazone is particularly suitable for controlling Phalaris
spec. such as Phalaris canariensis, Leptochloa spec. such as
Leptochloa fusca, Geranium spec. such as Geranium dissectum,
Sesbania spec. such as Sesbania exaltata, Polygonum spec. such as
Polygonum persicaria, Brachiaria spec. such as Brachiaria
decumbens, Panicum spec. such as Panicum miliaceum.
[0093] The compositions of the invention are suitable for
controlling weeds selected from Phalaris spec, Leptochloa spec,
Echinochloa spec., Setaria spec., Digitaria spec., Panicum spec.,
Brachiaria spec. Ambrosia spec., Geranium spec. Abutilon spec.,
Sesbania spec., Conyza spec., Convolvulus spec. and Polygonum
spec.
[0094] The compositions of the invention are particular suitable
for controlling weeds selected from Phalaris spec, Leptochloa spec,
Panicum spec., Brachiaria spec. Ambrosia spec., Geranium spec.
Sesbania spec., Conyza spec., Convolvulus spec. and Polygonum
spec.
[0095] The compositions of these embodiments are in particular
suitable for combating undesired vegetation in soybean, peanut,
pea, bean, lentil, green gram, black gram, cluster bean, fenugreek,
other pulse or leguminous crops, or crops which are tolerant to the
action of acetohydroxyacid synthase inhibiting herbicides, such as
for example Clearfield.RTM. wheat, Clearfield.RTM. barley,
Clearfield.RTM. corn, Clearfield.RTM. lentil, Clearfield.RTM.
oilseed rape or canola, Clearfield.RTM. rice, Cultivance.RTM.
soybean and/or Clearfield.RTM. sunflower. The compositions of these
embodiments are most suitable for combating undesired vegetation in
soybean, peanut, pea, bean, lentil, green gram, black gram, cluster
bean, fenugreek, other pulse or leguminous crops, preferably
soybean.
[0096] If not stated otherwise, the compositions of this embodiment
are suitable for application in any variety of the aforementioned
crop plants.
[0097] In particular, the compositions of these embodiments are
suitable for application in soybean, peanut, pea, bean, lentil,
green gram, black gram, cluster bean, fenugreek, other pulse or
leguminous crops, preferably soybean.
[0098] The present invention also relates to formulations of the
compositions according to the present invention. The formulations
contain, besides the composition, at least one organic or inorganic
carrier material. The formulations may also contain, if desired,
one or more surfactants and, if desired, one or more further
auxiliaries customary for crop protection compositions.
[0099] The formulation may be in the form of a single package
formulation containing both the herbicide A and the at least one
herbicide B together with liquid and/or solid carrier materials,
and, if desired, one or more surfactants and, if desired, one or
more further auxiliaries customary for crop protection
compositions. The formulation may be in the form of a two package
formulation, wherein one package contains a formulation of the
herbicide A while the other package contains a formulation of the
at least one herbicide B and wherein both formulations contain at
least one carrier material, if desired, one or more surfactants
and, if desired, one or more further auxiliaries customary for crop
protection compositions. In the case of two package formulations
the formulation containing the herbicide A and the formulation
containing the herbicide B are mixed prior to application. In case
the herbicide A itself is a two package formulation the composition
is in the form of a three-pack formulation. Preferably the mixing
is performed as a tank mix, i.e. the formulations are mixed
immediately prior or upon dilution with water.
[0100] In the formulation of the present invention the active
ingredients, i.e. imazethapyr, imazamox, herbicide B and optional
further actives are present in suspended, emulsified or dissolved
form. The formulation according to the invention can be in the form
of aqueous solutions, powders, suspensions, also
highly-concentrated aqueous, oily or other suspensions or
dispersions, aqueous emulsions, aqueous microemulsions, aqueous
suspoemulsions, oil dispersions, pastes, dusts, materials for
spreading or granules.
[0101] Depending on the formulation type, they comprise one or more
liquid or solid carriers, if appropriate surfactants (such as
dispersants, protective colloids, emulsifiers, wetting agents and
tackifiers), and if appropriate further auxiliaries which are
customary for formulating crop protection products. The person
skilled in the art is sufficiently familiar with the recipes for
such formulations. Further auxiliaries include e.g. organic and
inorganic thickeners, bactericides, antifreeze agents, antifoams,
colorants and, for seed formulations, adhesives.
[0102] Suitable carriers include liquid and solid carriers. Liquid
carriers include e.g. non-aqueous solvents such as cyclic and
aromatic hydrocarbons, e.g. paraffins, tetrahydro-naphthalene,
alkylated naphthalenes and their derivatives, alkylated benzenes
and their derivatives, alcohols such as methanol, ethanol,
propanol, butanol and cyclohexanol, ketones such as cyclohexanone,
strongly polar solvents, e.g. amines such as N-methylpyrrolidone,
and water as well as mixtures thereof. Solid carriers include e.g.
mineral earths such as silicas, silica gels, silicates, talc,
kaolin, limestone, lime, chalk, bole, loess, clay, dolomite,
diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium
oxide, ground synthetic materials, fertilizers such as ammonium
sulfate, ammonium phosphate, ammonium nitrate, ureas, and products
of vegetable origin such as cereal meal, tree bark meal, wood meal
and nutshell meal, cellulose powders, or other solid carriers.
[0103] Suitable surfactants (adjuvants, wetting agents, tackifiers,
dispersants and also emulsifiers) are the alkali metal salts,
alkaline earth metal salts and ammonium salts of aromatic sulfonic
acids, for example lignosulfonic acids (e.g. Borrespers.TM.-types,
Borregaard), phenolsulfonic acids, naphthalenesulfonic acids
(Morwet types, Akzo Nobel) and dibutylnaphthalenesulfonic acid
(Nekal.RTM. types, BASF SE), and of fatty acids, alkyl- and
alkylarylsulfonates, alkyl sulfates, lauryl ether sulfates and
fatty alcohol sulfates, and salts of sulfated hexa-, hepta- and
octadecanols, and also of fatty alcohol glycol ethers, condensates
of sulfonated naphthalene and its derivatives with formaldehyde,
condensates of naphthalene or of the naphthalenesulfonic acids with
phenol and formaldehyde, polyoxyethylene octylphenol ether,
ethoxylated isooctyl-, octyl- or nonylphenol, alkylphenyl or
tributylphenyl polyglycol ether, alkylaryl polyether alcohols,
isotridecyl alcohol, fatty alcohol/ethylene oxide condensates,
ethoxylated castor oil, polyoxyethylene alkyl ethers or
polyoxypropylene alkyl ethers, lauryl alcohol polyglycol ether
acetate, sorbitol esters, lignosulfite waste liquors and proteins,
denaturated proteins, polysaccharides (e.g. methylcellulose),
hydrophobically modified starches, polyvinyl alcohol (Mowiol.RTM.
types Clariant), polycarboxylates (BASF SE, Sokalan.RTM. types),
polyalkoxylates, polyvinylamine (BASF SE, Lupamine.RTM. types),
polyethyleneimine (BASF SE, Lupasol.RTM. types),
polyvinylpyrrolidone and copolymers thereof.
[0104] Examples of thickeners (i.e. compounds which impart to the
formulation modified flow properties, i.e. high viscosity in the
state of rest and low viscosity in motion) are polysaccharides,
such as xanthan gum (Kelzan.RTM. from Kelco), Rhodopol.RTM. 23
(Rhone Poulenc) or Veegum.RTM. (from R.T. Vanderbilt), and also
organic and inorganic sheet minerals, such as Attaclay.RTM. (from
Engelhardt).
[0105] Examples of antifoams are silicone emulsions (such as, for
example, Silikon.RTM.-SRE, Wacker or Rhodorsil.RTM. from Rhodia),
long-chain alcohols, fatty acids, salts of fatty acids,
organofluorine compounds and mixtures thereof.
[0106] Bactericides can be added for stabilizing the aqueous
herbicidal formulations. Examples of bactericides are bactericides
based on diclorophen and benzyl alcohol hemiformal (Proxel.RTM.
from ICI or Acticide.RTM. RS from Thor Chemie and Kathon.RTM. MK
from Rohm & Haas), and also isothiazolinone derivates, such as
alkylisothiazolinones and benzisothiazolinones (Acticide.RTM. MBS
from Thor Chemie).
[0107] Examples of antifreeze agents are ethylene glycol, propylene
glycol, urea or glycerol.
[0108] Examples of colorants are both sparingly water-soluble
pigments and water-soluble dyes. Examples which may be mentioned
are the dyes known under the names Rhodamin B, C.I. Pigment Red 112
and C.I. Solvent Red 1, and also pigment blue 15:4, pigment blue
15:3, pigment blue 15:2, pigment blue 15:1, pigment blue 80,
pigment yellow 1, pigment yellow 13, pigment red 112, pigment red
48:2, pigment red 48:1, pigment red 57:1, pigment red 53:1, pigment
orange 43, pigment orange 34, pigment orange 5, pigment green 36,
pigment green 7, pigment white 6, pigment brown 25, basic violet
10, basic violet 49, acid red 51, acid red 52, acid red 14, acid
blue 9, acid yellow 23, basic red 10, basic red 108.
[0109] Examples of adhesives are polyvinylpyrrolidone, polyvinyl
acetate, polyvinyl alcohol and tylose.
[0110] To prepare emulsions, pastes or oil dispersions, the active
the components, as such or dissolved in an oil or solvent, can be
homogenized in water by means of wetting agent, tackifier,
dispersant or emulsifier. Alternatively, it is possible to prepare
concentrates consisting of active substance, wetting agent,
tackifier, dispersant or emulsifier and, if desired, solvent or
oil, and these concentrates are suitable for dilution with
water.
[0111] Powders, materials for spreading and dusts can be prepared
by mixing or concomitant grinding of the active the components a)
and b) and optionally safener c) with a solid carrier.
[0112] Granules, e.g. coated granules, impregnated granules and
homogeneous granules, can be prepared by binding the active
ingredients to solid carriers.
[0113] The formulations of the invention comprise a herbicidally
effective amount of the composition of the present invention. The
concentrations of the active the active ingredients in the
formulations can be varied within wide ranges. In general, the
formulations comprise from 1 to 98% by weight, preferably 10 to 60%
by weight, of active ingredients (sum of imazethapyr, imazamox,
herbicide B and optionally further acitves). The active ingredients
are employed in a purity of from 90% to 100%, preferably 95% to
100% (according to NMR spectrum).
[0114] The active compounds A and B as well as the compositions
according to the invention can, for example, be formulated as
follows:
[0115] 1. Products for Dilution with Water
[0116] A Water-Soluble Concentrates
[0117] 10 parts by weight of active compound (or composition) are
dissolved in 90 parts by weight of water or a water-soluble
solvent. As an alternative, wetters or other adjuvants are added.
The active compound dissolves upon dilution with water. This gives
a formulation with an active compound content of 10% by weight.
[0118] B Dispersible Concentrates
[0119] 20 parts by weight of active compound (or composition) are
dissolved in 70 parts by weight of cyclohexanone with addition of
10 parts by weight of a dispersant, for example
polyvinylpyrrolidone. Dilution with water gives a dispersion. The
active compound content is 20% by weight.
[0120] C Emulsifiable Concentrates
[0121] 15 parts by weight of active compound (or composition) are
dissolved in 75 parts by weight of an organic solvent (eg.
alkylaromatics) with addition of calcium dodecyl-benzenesulfonate
and castor oil ethoxylate (in each case 5 parts by weight).
Dilution with water gives an emulsion. The formulation has an
active compound content of 15% by weight.
[0122] D Emulsions
[0123] 25 parts by weight of active compound (or composition) are
dissolved in 35 parts by weight of an organic solvent (eg.
alkylaromatics) with addition of calcium dodecyl-benzenesulfonate
and castor oil ethoxylate (in each case 5 parts by weight). This
mixture is introduced into 30 parts by weight of water by means of
an emulsifier (Ultraturrax) and made into a homogeneous emulsion.
Dilution with water gives an emulsion. The formulation has an
active compound content of 25% by weight.
[0124] E Suspensions
[0125] In an agitated ball mill, 20 parts by weight of active
compound (or composition) are comminuted with addition of 10 parts
by weight of dispersants and wetters and 70 parts by weight of
water or an organic solvent to give a fine active compound
suspension. Dilution with water gives a stable suspension of the
active compound. The active compound content in the formulation is
20% by weight.
[0126] F Water-Dispersible Granules and Water-Soluble Granules
[0127] 50 parts by weight of active compound (or composition) are
ground finely with addition of 50 parts by weight of dispersants
and wetters and made into water-dispersible or water-soluble
granules by means of technical appliances (for example extrusion,
spray tower, fluidized bed). Dilution with water gives a stable
dispersion or solution of the active compound. The formulation has
an active compound content of 50% by weight.
[0128] G Water-Dispersible Powders and Water-Soluble Powders
[0129] 75 parts by weight of active compound (or composition) are
ground in a rotor-stator mill with addition of 25 parts by weight
of dispersants, wetters and silica gel. Dilution with water gives a
stable dispersion or solution of the active compound. The active
compound content of the formulation is 75% by weight.
[0130] H Gel Formulations
[0131] In a ball mill, 20 parts by weight of active compound (or
composition), 10 parts by weight of dispersant, 1 part by weight of
gelling agent and 70 parts by weight of water or of an organic
solvent are mixed to give a fine suspension. Dilution with water
gives a stable suspension with active compound content of 20% by
weight.
[0132] 2. Products to be Applied Undiluted
[0133] I Dusts
[0134] 5 parts by weight of active compound (or composition) are
ground finely and mixed intimately with 95 parts by weight of
finely divided kaolin. This gives a dusting powder with an active
compound content of 5% by weight.
[0135] J Granules (GR, FG, GG, MG)
[0136] 0.5 parts by weight of active compound (or composition) are
ground finely and associated with 99.5 parts by weight of carriers.
Current methods here are extrusion, spray-drying or the fluidized
bed. This gives granules to be applied undiluted with an active
compound content of 0.5% by weight.
[0137] K ULV Solutions (UL)
[0138] 10 parts by weight of active compound (or composition) are
dissolved in 90 parts by weight of an organic solvent, for example
xylene. This gives a product to be applied undiluted with an active
compound content of 10% by weight.
[0139] Aqueous use forms can be prepared from emulsion
concentrates, suspensions, pastes, wettable powders or
water-dispersible granules by adding water.
[0140] It may furthermore be beneficial to apply the compositions
of the invention alone or in combination with other herbicides, or
else in the form of a mixture with other crop protection agents,
for example together with agents for controlling pests or
phytopathogenic fungi or bacteria. Also of interest is the
miscibility with mineral salt solutions, which are employed for
treating nutritional and trace element deficiencies. Other
additives such as non-phytotoxic oils and oil concentrates may also
be added.
[0141] Synergism can be described as an interaction where the
combined effect of two or more compounds is greater than the sum of
the individual effects of each of the compounds. The presence of a
synergistic effect in terms of percent control, between two mixing
partners (X and Y) can be calculated using the Colby equation
(Colby, S. R., 1967, Calculating Synergistic and Antagonistic
Responses in Herbicide Combinations, Weeds, 15, 21-22):
E = X + Y - XY 100 ##EQU00001##
[0142] When the observed combined control effect is greater than
the expected (calculated) combined control effect (E), then the
combined effect is synergistic. The synergictic effect may also be
present when the observed combined control effect is equal to the
expected (calculates) combined control effect, especially when
control values over 90 are calculated.
[0143] The following tests demonstrate the control efficacy of
compounds, mixtures or compositions of this invention on specific
weeds. However, the weed control afforded by the compounds,
mixtures or compositions is not limited to these species.The
analysis of synergism or antagonism between the mixtures or
compositions was determined using Colby's equation. Analogously,
the Colby's equation can be used to determine synergism of 3-way
and higher mixtures:
E = X + Y + Z + XYZ 10000 - [ ( XY ) + ( XZ ) + ( YZ ) 100 ]
##EQU00002##
EXAMPLES
[0144] Products:
[0145] Imazethapyr--70% WG
[0146] Innazannox--70% WG
[0147] (Imazethapyr 35+Imazamox 35)--70% WG
[0148] Bentazon -480 g/lit SC
[0149] Fomesafen -240 g/lit SC
[0150] Sulfentrazone -480 g/lit SC
[0151] Weeds in the Study
TABLE-US-00001 EPPO Code Scientific Name PHACA Phalaris canariensis
LEFFA Leptochloa fusca AMBEL Ambrosia artemisiifolia GERDI Geranium
dissectum ABUTH Abutilon theophrasti ECHCG Echinochloa crus-galli
SETFA Setaria faberi DIGSA Digitaria sanguinalis SEBEX Sesbania
exaltata ERICA Conyza canadensis CONAR Convolvulus arvensis POLPE
Polygonum persicaria PANMI Panicum miliaceum BRADC Brachiaria
decumbens
Example 1
Post Emergence Treatment by the Mixture of
(Imazamox+Imazethapyr)+Bentazon
TABLE-US-00002 [0152] Herbicidal activity against Application rate
in g ai/ha PHACA LEFFA AMBEL GERDI ABUTH Imazethapyr Imazamox
Bentazon Found Calculated Found Calculated Found Calculated Found
Calculated Found Calculated 15 -- -- 30 -- 45 -- 98 -- 65 -- 50 --
-- 15 -- 65 -- 85 -- 98 -- 80 -- 95 -- -- -- 25 0 -- 0 -- 0 -- 0 --
0 -- (15 + 15) 25 85 76 98 92 100 100 98 93 98 98 Herbicidal
activity against Application rate in g ai/ha ECHCG SETFA DIGSA
SEBEX ERICA Imazethapyr Imazamox Bentazon Found Calculated Found
Calculated Found Calculated Found Calculated Found Calculated 15 --
-- 80 -- 90 -- 80 -- 0 -- 55 -- -- 15 -- 98 -- 98 -- 98 -- 45 -- 60
-- -- -- 50 35 -- 10 -- 40 -- 40 -- 40 -- (15 + 15) 50 100 100 100
100 100 100 75 67 100 89
Example 2
Post Emergence Treatment by the Mixture of
(Imazamox+Imazethapyr)+Fomesafen
TABLE-US-00003 [0153] Herbicidal activity against Application rate
in g ai/ha PHACA LEFFA GERDI CONAR POLPE Imazethapyr Imazamox
Fomesafen Found Calculated Found Calculated Found Calculated Found
Calculated Found Calculated 15 -- -- 30 -- 45 -- 65 -- 65 -- 0 --
-- 15 -- 65 -- 85 -- 80 -- 75 -- 95 -- -- -- 6 0 -- 0 -- 0 -- 0 --
20 -- (15 + 15) 6 90 76 98 92 100 93 95 91 98 96
TABLE-US-00004 Herbicidal activity against Application rate in g
ai/ha SEBEX ERICA GERDI AMBEL Imazethapyr Imazamox Fomesafen Found
Calculated Found Calculated Found Calculated Found Calculated 15 --
-- 0 -- 55 -- 65 -- 65 -- -- 15 -- 45 -- 60 -- 95 -- 70 -- -- -- 10
80 -- 30 -- 70 -- 65 -- (15 + 15) 10 100 89 100 87 100 99 100
96
Example 3
Post Emergence Treatment by the Mixture of
(Imazamox+Imazethapyr)+Sulfentrazone
TABLE-US-00005 [0154] Herbicidal activity against Application rate
in g ai/ha PHACA SETFA PANMI LEFFA GERDI Imazethapyr Imazamox
Sulfentrazone Found Calculated Found Calculated Found Calculated
Found Calculated Found Calculated 15 -- -- 30 -- 95 -- 70 -- 45 --
65 -- -- 15 -- 65 -- 98 -- 98 -- 85 -- 80 -- -- -- 6 0 -- 0 -- 0 --
0 -- 0 -- (15 + 15) 6 85 76 100 100 100 99 98 92 95 93
TABLE-US-00006 Herbicidal activity against Application rate in g
ai/ha BRADC SEBEX POLPE Imazethapyr Imazamox Sulfentrazone Found
Calculated Found Calculated Found Calculated 15 -- -- 10 -- 0 -- 75
-- -- 15 -- 35 -- 45 -- 95 -- -- -- 10 30 -- 80 -- 80 -- (15 + 15)
10 70 59 100 89 100 100
[0155] Further embodiments relate to:
[0156] 1. Herbicidal compositions comprising:
[0157] a) a herbicide A, which is the combination of imazethapyr,
or agriculturally acceptable salts thereof and imazamox, or
agriculturally acceptable salts thereof, and
[0158] b) at least one herbicide B selected from the group
consisting of fomesafen, or agriculturally acceptable salts
thereof, sulfentrazone, or agriculturally acceptable salts thereof,
and bentazone, or agriculturally acceptable salt thereof.
[0159] 2. Compositions according embodiment 1, additionally
containing a safener.
[0160] 3. Compositions according embodiment 1, containing no
safener.
[0161] 4. Compositions according to any of the preceding
embodiments, wherein the relative amount of imazethapyr to imazamox
and herbicide B is in synergistically effective amounts.
[0162] 5. Compositions according to any of the preceding
embodiments, wherein the relative amount of the herbicide A to the
at least one herbicide B is from 20:1 to 1:100, preferably from
10:1 to 1:40 and more preferably from 5:1 to 1:20.
[0163] 6. The use of the compositions according to any of the
preceding embodiments for controlling undesirable vegetation.
[0164] 7. The use according to embodiment 6 for controlling
undesirable vegetation in crop plants.
[0165] 8. The use according to embodiment 7, wherein the crop
plants are leguminous crops.
[0166] 9. The use according to embodiment 8, wherein the crop
plants are leguminous crops selected from soybean, green gram,
black gram, peas, cluster beans, pulse crops, peanut.
[0167] 10. The use according to embodiment 9, wherein the crop
plant is soybean.
[0168] 11. The use according to embodiment 7, wherein the crop
plants are tolerant to acetohydroxyacid synthase inhibiting
herbicides.
[0169] 12. The use according to embodiment 11, wherein the crop
plants tolerant to acetohydroxyacid synthase inhibiting herbicides
are wheat, barley, canola, corn, lentils, oilseed rape, rice,
soybean or sunflower.
[0170] 13. A method for controlling undesirable vegetation, which
comprises allowing a composition according to embodiments 1 to 5 to
act on plants to be controlled or their habitat.
[0171] 14. A method for controlling undesired vegetation as claimed
in claim 13, which comprises applying the composition according to
embodiments 1 to 5 before, during and/or after the emergence of the
undesirable plants; the herbicide A and the at least one herbicide
B being applied simultaneously or in succession.
[0172] 15. An herbicide formulation comprising a composition
according to any of the embodiments 1 to 5 and at least one solid
or liquid carrier.
* * * * *
References